Azodyestuff



6 invented new an u ic"? Patented Marc 3?, 5 925 POBATIQN 0F GERI EANY.

Ho Drawing.

creams-Ruins, GERMANY, ASSIGN'DB TO GEE-IVIISCHE BEN, 03: FRANKFORT-ON-THE-IHAIN, GERMANY, A COB:-

AZUDYI'ESTUFF,

Application filed May 10, 1924.

To all 107mm it may concern:

Be it known that I, Josnr HALLER. a citizen of Germany, residing; the-Rhine, State at 'Wiesdorf-onof Prussia, Germany, have d useful Improvements in Azodyestu'lfs, of which the following is a specification.

I have found that by fonic groups with amines which can be ther diazotlzed compounds of these p means mme, e. g.

combining tetrezotized aromatic dianunes being free from sulfur- after copulation diaminodisazoclyestufi's are obtained.

The tetrazodiaminodisazodyes yield Serial no. i12,4=55.

when combined with arylides or" 2.3-h'ydroxynaphthoic acid insoluble colouring matters of valuable properties. The middle com-- ponents must also be free from sulfonie groups. Suitable amines are e. meteaminoacetanilide, acetyltoluylenediamine, meta-toluidine, para-cresidine, para-Xylidine, alpha-naphthylamine end its derivatives with a tree i-position, etc. The tetrazocompounds can be combined either with two molecules of he same or two different amines. lhe new dyes have most probably the following genersl formula:

the radicle of an aromatic diethat of dianisidine, means the .radicle of an aromatic amine being free from sulfonic group and It means on are matic. residue, e. g. phcnyl tolyi, etc.

7 The new dyes are after pulverized generally Irom being dried and brown to black powders soluble in concentrated sulfuric acid enerall with a blue coloration and bein p n insoluble in water.

hydrochloric acid and st When treated with annous chloride they are decomposed into diamines and an arylide of the 1-amino-2-hydroxynaphtho1c acid.

In order to illustrate the new invention more fully, the following examples are given,

he parts being by weigl 14 parts of dianisidine are tetrazotized and,

combined in acetic acid solution with parts of alpha-naphthylamine.

15 It is rendered acid with hydrochloricacid and the dye is filtered off and washed.

tetrazocompound by converted into its It is then means of 7 parts of sodium nitrite and the necessary quantity of hydrochloric acid and the resulting tetrazocompound is combined with a solution of 30 parts 2.3-hydrozrynaphthoic acid of the anilide of in dilute caustic soda. solut1on and with addition of an excess of sodium acetate. and washed. It forms blac k lakes.

i/\\ on KAI/loomed it is after being dried and pulverized a black powder, insoluble in water, soluble in concentrated sulfuric acid with a blue coloration. When heated with hydrochloric acid and stan'nous chloride the dye is decomposed into dianisidine, L l-naphthylenediamine end the anilide of 1-amino2- hydroxynapht-hoic acid. It yields black lakes.

The following examples may show the production of such a dye on fibre. 8 grams or" the alphwnaphthylamide of the 2.3-hydroxynaphthoic acid are mixed with 10 cubic centimeters, of caustic soda solution 34 and 10 cubic centimeters of Turkey red oil, 1. liter of hot water is added. The cotton is entered into this solution and left therein for 12 minutes. The cotton is then wrung out and treated in a wet state with the following tetrazo solution: 3.7 grams of the dye prepared from tplidine, 1 molecule of alpha-naphthylamine cresidine are suspended in Water, tetrazotized whilst stirring with 5 cubic centimeters of hydrochloric 'acid 20 B. and 10 cubic centimeters of a 10 per cent sodium nitrite solution. After a short time sodium acetate is added and filled up to one liter. In. this solution the impregnated cotton is treated for about 1520 minutes, rinsed andsoaped. A fast blue-black is thus obtained.

and 1 molecule of I claim 1. As new artlcles of manufaeiure the dyestufl'shaving most probably the following general formula:

5 p meaning an aromatic diamine radicle, R meaning an aromatic? amine radicle being free from sulfonic group, and R meaning an aromatic residue; which are after being dried and pulverized generally from brown 10 to black powders soluble in concentrated sulfuric acid generally with a blue coloration; being insoluble in water; which dyes when reduced give diamines and an arylide of the l-amino-2-hydroxynaphthoio acid, substantially as described. I

2. Textile material dyed with the new uzodyestufl's defined in claim 1.

In testimony whereof I have hereunto set my hand.

J OSEF HALLER. 

